2-(8,8a-Dimethyl-6-oxo-1,2,3,4,7,8-hexahydronaphthalen-2-yl)propanoic acid

Details

• Internal ID: c208ca93-16d5-43aa-9c79-dfc4466b1708
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(8,8a-dimethyl-6-oxo-1,2,3,4,7,8-hexahydronaphthalen-2-yl)propanoic acid
• SMILES (Canonical): CC1CC(=O)C=C2C1(CC(CC2)C(C)C(=O)O)C
• SMILES (Isomeric): CC1CC(=O)C=C2C1(CC(CC2)C(C)C(=O)O)C
• InChI: InChI=1S/C15H22O3/c1-9-6-13(16)7-12-5-4-11(8-15(9,12)3)10(2)14(17)18/h7,9-11H,4-6,8H2,1-3H3,(H,17,18)
• InChI Key: JWULPNCJZFZMRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.9194	91.94%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8401	84.01%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.6669	66.69%
P-glycoprotein inhibitior	-	0.9080	90.80%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.5300	53.00%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8843	88.43%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.7064	70.64%
CYP2C8 inhibition	-	0.9002	90.02%
CYP inhibitory promiscuity	-	0.9456	94.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5544	55.44%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.8952	89.52%
Skin irritation	+	0.7065	70.65%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.8583	85.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6475	64.75%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5597	55.97%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7116	71.16%
Acute Oral Toxicity (c)	III	0.8358	83.58%
Estrogen receptor binding	-	0.7050	70.50%
Androgen receptor binding	+	0.5425	54.25%
Thyroid receptor binding	-	0.7089	70.89%
Glucocorticoid receptor binding	-	0.6217	62.17%
Aromatase binding	-	0.5835	58.35%
PPAR gamma	-	0.7705	77.05%
Honey bee toxicity	-	0.9275	92.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.70%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.37%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.98%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.14%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.48%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%

Plants that contains it

• Pluchea sericea

Cross-Links

• PubChem: 163016499
• LOTUS: LTS0013776
• wikiData: Q105136373